Acetic Acid → HCID 10043398, compound

HRID 1651390Notes

Reaction equation

HRID 1651390 reaction equation
FC(F)(F)C([NH:5][CH2:6][CH:7]1[CH2:10][N:9]([C:11]2[C:20]([F:21])=[C:19]3[C:14]([C:15](=[O:28])[C:16]([C:25]([OH:27])=[O:26])=[CH:17][N:18]3[CH:22]3[CH2:24][CH2:23]3)=[CH:13][C:12]=2[F:29])[CH2:8]1)=O.C(O)(=O)C>[OH-].[Na+]>[NH2:5][CH2:6][CH:7]1[CH2:8][N:9]([C:11]2[C:20]([F:21])=[C:19]3[C:14]([C:15](=[O:28])[C:16]([C:25]([OH:27])=[O:26])=[CH:17][N:18]3[CH:22]3[CH2:24][CH2:23]3)=[CH:13][C:12]=2[F:29])[CH2:10]1

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 10478672HCID 10478672, compound

Product 1

HCID 10043398HCID 10043398, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A solution of 0.8 g (1.6 mmoles) of 7-(3-trifluoroacetamidomethyl-1-azetidinyl)-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid (example 9) in 30 ml of 1N sodium hydroxide is maintained at 80° C. for 3 hours, cooled and acidified with acetic acid. Filtering and washing yield 0.41 g (65%) of 7-(3-aminomethyl-1-azetidinyl)-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid melting at 190°-195° C.

Workup

  1. temperaturecooled
  2. filtrationFiltering
  3. washwashing yield 0.41 g (65%) of 7-(3-aminomethyl-1-azetidinyl)-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid melting at 190°-195° C.

Sources & evidence

ORD record
ord-a1fb52f3afd0468d9bb6fb9f3ea24b39
Source dataset
uspto-grants-1990_05
Patent number
US04927926

Reaction notes

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